Dog Boarding Windham
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 244 pet parents in Windham have booked dog boarding
Windham, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Bob and Deb are friendly and well organized. I was relaxed and confident my large dog Marley would be safe and happy with them. I know he liked being with them because he did a lot of wagging at their house :)”
“Our dogs had a great time at Jane’s! Her home is cozy and clean and her outdoor yards are completely secure. My dogs had such a nice weekend with her that when I came to pick them up, one ran back into her house and tried to stay! Great communication and lots of photos, and she happily gave our pups their meds and made sure they were happy and comfortable. We will definitely use her again.”
“We went on vacation, my dog went on vacation. Bottom line. Sarah and Aaron (and family) took amazing care of our pupper and I'm sure she was likely a bit sad as we drove away when picking her up The peace of mind knowing she was taken care of as a full fledge (visiting) family member meant everything to us. No detail was overlooked and she was received with open arms - including an adorable welcome sign for us. We got pictures and updates the whole way through and Sarah and Aaron were super responsive and accommodating even when we made many changes to schedules/drop off pick up times. If you are looking for a situation where your dog will be taken care of and loved as their own - this place is it - you won't go wrong booking with this lovely family.”
“Nicole was amazing ! She was very responsive leading up to my dog’s stay and sent updates with pictures of my dog during the stay. My pet really enjoyed the beautiful outdoor space to play in and the well maintained inside space to wind down. I would book with her again ! Highly recommend.”
“Vicky was incredibly caring and communicative during her time with my dog Poppen! She helped him through his separation anxiety, went on plenty of walks, and made sure he was comfortable and safe. Really appreciate her being in Hudson and her help.”
“Jacqueline is an absolutely amazing dog sitter! Took fantastic care of my dog, Koda, and took so many pictures, which I really appreciated. He was treated like her own, and I felt completely at ease knowing he was in such good hands. Highly recommend!”
“Taylor went above and beyond for my senior dog. She is patiently and creatively dealt with Ruby’s separation anxiety. When Ruby had a medical issue, Taylor communicated immediately and provided detailed and accurate information. Taylor dealt with this unusual occurrence calmly and intelligently. I recommend Taylor without hesitation.”
“Jen was excellent! We boarded our dog with her for two nights and had a great experience. Communication was easy, the house felt safe and secure, and care instructions were followed. We will definitely use her again!”
“Nardia was friendly, communicated well, and very flexible with my last minute puppy boarding needs! I needed a place for my puppy to stay within two hours for the night, and Nardia opened her home for my puppy and was patient and comforting with her. Highly recommend.”
About: I have a passion for dogs and taking their consent and body language into consideration always. I operate Fear Free, although I’m not certified and I thoroughly promote and try to help clients have a better understanding of a dog’s cues and their consent and why it matters. I have many hours of canine observation and I have patience for all canines and their needs. I work a remote job in the early hours of the morning into the early afternoon, so much of this time aid can spend with your pets. I do have a night job as well and it is only a 4 hour shift. However pet sitting becomes priority when I am booked for sitting, so if I do need to be with your critter full time, please book as far ahead as possible so I can make arrangements. You can trust me to treat your home with respect and privacy! I keep a clean house and treat your home as if it were my own.
“Jennifer was great with Poppy. Poppy is an older dog that is very social and can over do things. Jennifer was able to adjust and manage balancing out between poppy’s physical and mental needs. I could tell when I got there how much poppy loved spending time at their home. If I have any regret, it is not finding Jennifer earlier in Poppy’s life as she would have really loved spending time wandering the marvelous property.”
“Our dog loves staying with Patrick and Sara. We always know she'll live her best dog life and get plenty of time to run and exercise. She's downstairs passed out as I write this in dog bliss. Thank you Patrick & Sara!”
About: I’ve raised a puppy for Guiding Eyes for the Blind. I have a golden doodle and two cats and previously had a Boston terrier. I have a lot of flexibility to take care of pets and I am a mature person with experience. I work full-time from home and can do 2 walks a day and frequent outdoor playtime/potty breaks. I am up at 7:00 and will take the dog out for potty, then a walk, the. Home to play with my dog and also another walk in the afternoon. Outdoor potty breaks every 2 hours as well. I have a friendly golden doodle to keep your puppy/dog company. I also have 3 older kids and love caring for pets. I have experience raising a dog for Guiding Eyes for the Blind
About: Had a deep soul connection with my cat Marbles for 15 years 🖤🐈⬛🌹 I enjoy showing animals comfort and care. Not afraid to get down on the ground and play either :) I’m an intuitive and allow animals their space and time to enjoy nature. I prefer not to rush them but can stay on schedule if need be. Please book a drop-in visit if you’d like an in-person meet and greet. I prefer not to be around cigarettes, vape, artificial scents and harsh chemicals (detergents, dryer sheets, perfumes, candles, air fresheners, harsh chemicals, etc.) These are not healthy for us or our beloved animals ✌️🐾♥️). *Important* my house is temporarily limited at the moment, so for daycare services, I’d prefer to entertain your dog (or cat on a leash) around town, hang out at the lodge or go for a long walk or hike rather than back to my place. If this is an issue, please message me before booking. When messaging please include a “💚” so I know you read this. Thank you! Additionally, please message me if you would like to discuss rates. Thank you 🥰♥️🤗 I’m pretty flexible at the moment; albeit a tad busy also. I do have one other dog that I walk morning and night but we can work around that. If it is an emergency I could probably work something out for home care but right now I’m primarily caring for animals around their own home and neighborhood.
About: Hello! My name is Jess, and I am excited to offer my pet services to you and your furry family members. With 35 years of experience as a pet care provider and over 20 years in rescue, I bring a wealth of knowledge and compassion to every pet I care for. My commitment to animal welfare includes over twenty years volunteering for a local rescue organization, as well as six years on the board where I'm currently serving as President. Having recently retired, I now devote all my time to my one true love—pets. I'm a foster failure many times over and I'm looking forward to spending my days with my pups. My extensive experience includes special needs care, managing diet and allergy restrictions, light physical therapy, basic pet CPR and first aid, senior care and administering medications. I'm well versed in animal behaviors and speak their language. I know what they want to do and what they don't want to do with just about any pet I come in contact with. Whether your pet needs a walk, a visit, a sample delivered to the vet, transportation to vet/medical appointments, grooming services, or a comforting home away from home while you're away, I've got you covered. I offer overnight boarding (longer stays available) for vaccinated and friendly pets in my home, along with check-ins and walking services. I have a grooming room in my home to provide a full service spa day for your pet, ensuring they feel pampered and loved, and look like a million bucks when you return. It can be one of the hardest things we do, leaving our pets. Having someone you trust and your pets love can make or break your travel plans, or your decision to add a pet to a working family. Life is better with dogs, let me help you live your best dog mom/dad life... I look forward to meeting your pets (and you of course).. I'm retired, so I'm flexible. I'm available almost any day/time, with some notice. While a booking is preferred, I can usually accommodate last minute requests (at least an hour or two notice). If I cannot, I can refer you to another trusted pet care giver. I have over an acre of property with a fenced in yard. Quiet cul-de-sac in village area. No thru vehicle traffic, light foot traffic. I have four rescue pugs who can't wait to meet their next best friend. They love play dates with other pets, I'm in rescue and frequently host meetups, transport drops and foster, so there are always furry friends for play time. However, if your pet is a little less energy and enjoys nap time and quiet, I can easily accommodate that as well. Take away, your pet will be safe, secure, loved, pet and very well cared for. They'll ask you when they can come back!
“This is the second time Patrick has cared for our sweet mini aussie Levi, and we are so, so thrilled to have found him. This time, Levi stayed with Patrick for three days, and we felt so comfortable knowing Levi was so well cared for, especially because Levi can have severe anxiety when we are away from him. Patrick was exceptional at communicating, and Levi was so content - it seemed like he didn't want to leave when we picked him up. We will continue to use Patrick as our go-to Rover sitter. Thank you again Patrick!”
The median cost per night for dog boarding in Windham is $64
Dog parents share their Rover experiences - Windham
Bob and Deb are absolutely wonderful! They are caring, attentive, and clearly have a genuine love for dogs. I felt completely comfortable knowing Captain was in such good hands. I highly recommend Bob and Deb to anyone looking for trustworthy, reliable, and loving dog sitters!
Bob and Debby were amazing! We left our golden Riley with them for our wedding weekend at Windham Manor. I was able to pick Riley up for walks as I pleased and they even brought her to our venue for pictures. I highly recommend using them if you’re in need of a sitter in Windham!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book dog boarding
1. Search
Browse profiles of sitters near you who offer dog boarding.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog boarding - Windham
Select a filter and find qualifying sitters offering dog boarding.Sitters in Windham average 13 repeat dog boarding clients
FAQs for Dog Boarding - Windham
Frequently asked questions about Rover
The average cost of Dog Boarding in Windham is $37 per night as of November 2026. Most bookings cost between $32 and $39 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 116 sitters on Rover offering Dog Boarding across Windham. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
99% of sitters in Windham can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Windham home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Windham.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
Yes, you can find sitters who have experience with handling special pet needs in Windham. On Rover:
- 93% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 99% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
You and your Windham sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in NY ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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